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2-(3,5-dihydroxyphenyl)-3-[5-[[(2S,4R,5R,6S)-6-[[2-(3,5-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-2,3-dihydrochromen-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-3,4-dihydroxy-6-methyloxan-2-yl]oxy-5,7-dihydroxy-2,3-dihydrochromen-4-one

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 5b57829a-4304-49c0-921d-0c670a83694d
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name 2-(3,5-dihydroxyphenyl)-3-[5-[[(2S,4R,5R,6S)-6-[[2-(3,5-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-2,3-dihydrochromen-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-3,4-dihydroxy-6-methyloxan-2-yl]oxy-5,7-dihydroxy-2,3-dihydrochromen-4-one
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC(=CC(=C4)O)O)O)O)OCC5C(C(C(C(O5)OC6C(OC7=CC(=CC(=C7C6=O)O)O)C8=CC(=CC(=C8)O)O)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC2C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC(=CC(=C4)O)O)O)O)OC[C@H]5C([C@H]([C@H]([C@@H](O5)OC6C(OC7=CC(=CC(=C7C6=O)O)O)C8=CC(=CC(=C8)O)O)O)O)O
InChI InChI=1S/C42H42O22/c1-13-36(33(55)35(57)41(59-13)63-39-30(52)27-22(49)8-20(47)10-24(27)60-37(39)14-2-16(43)6-17(44)3-14)58-12-26-29(51)32(54)34(56)42(62-26)64-40-31(53)28-23(50)9-21(48)11-25(28)61-38(40)15-4-18(45)7-19(46)5-15/h2-11,13,26,29,32-51,54-57H,12H2,1H3/t13?,26-,29?,32+,33?,34+,35?,36?,37?,38?,39?,40?,41?,42-/m0/s1
InChI Key YQNGUELNPKCVHT-XMPUZTMESA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C42H42O22
Molecular Weight 898.80 g/mol
Exact Mass 898.21677296 g/mol
Topological Polar Surface Area (TPSA) 362.00 Ų
XlogP 0.70
Atomic LogP (AlogP) 0.09
H-Bond Acceptor 22
H-Bond Donor 13
Rotatable Bonds 9

Synonyms

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DTXSID80720698
2-(3,5-dihydroxyphenyl)-3-[5-[[(2S,4R,5R,6S)-6-[[2-(3,5-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-2,3-dihydrochromen-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-3,4-dihydroxy-6-methyloxan-2-yl]oxy-5,7-dihydroxy-2,3-dihydrochromen-4-one

2D Structure

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2D Structure of 2-(3,5-dihydroxyphenyl)-3-[5-[[(2S,4R,5R,6S)-6-[[2-(3,5-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-2,3-dihydrochromen-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-3,4-dihydroxy-6-methyloxan-2-yl]oxy-5,7-dihydroxy-2,3-dihydrochromen-4-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5850 58.50%
Caco-2 - 0.8783 87.83%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.7262 72.62%
OATP2B1 inhibitior - 0.5753 57.53%
OATP1B1 inhibitior + 0.8802 88.02%
OATP1B3 inhibitior + 0.9532 95.32%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior - 0.5656 56.56%
P-glycoprotein inhibitior + 0.6729 67.29%
P-glycoprotein substrate - 0.7312 73.12%
CYP3A4 substrate + 0.6153 61.53%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8562 85.62%
CYP3A4 inhibition - 0.9306 93.06%
CYP2C9 inhibition - 0.8381 83.81%
CYP2C19 inhibition - 0.9089 90.89%
CYP2D6 inhibition - 0.9715 97.15%
CYP1A2 inhibition - 0.8826 88.26%
CYP2C8 inhibition + 0.4812 48.12%
CYP inhibitory promiscuity - 0.7853 78.53%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6730 67.30%
Eye corrosion - 0.9925 99.25%
Eye irritation - 0.9001 90.01%
Skin irritation - 0.8302 83.02%
Skin corrosion - 0.9518 95.18%
Ames mutagenesis - 0.6054 60.54%
Human Ether-a-go-go-Related Gene inhibition + 0.6849 68.49%
Micronuclear + 0.6459 64.59%
Hepatotoxicity - 0.5217 52.17%
skin sensitisation - 0.9245 92.45%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.7614 76.14%
Acute Oral Toxicity (c) III 0.5570 55.70%
Estrogen receptor binding + 0.7664 76.64%
Androgen receptor binding + 0.5937 59.37%
Thyroid receptor binding + 0.5515 55.15%
Glucocorticoid receptor binding + 0.5860 58.60%
Aromatase binding + 0.5875 58.75%
PPAR gamma + 0.7387 73.87%
Honey bee toxicity - 0.7753 77.53%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9335 93.35%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.47% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.48% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 94.40% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.39% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.85% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.29% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.14% 99.23%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.77% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.96% 99.17%
CHEMBL3194 P02766 Transthyretin 83.44% 90.71%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.17% 94.00%
CHEMBL4208 P20618 Proteasome component C5 83.10% 90.00%
CHEMBL1951 P21397 Monoamine oxidase A 82.06% 91.49%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 80.29% 95.64%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Plantago asiatica
Plantago depressa

Cross-Links

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PubChem 57262904
NPASS NPC62155